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Fe-Catalyzed decarbonylative alkylation–peroxidation of alkenes with aliphatic aldehydes and hydroperoxide under mild conditions

Authors :
Qi-Qiang Wang
Rong Li
Luo Yang
Chuan-Shuo Wu
Source :
Green Chemistry. 21:269-274
Publication Year :
2019
Publisher :
Royal Society of Chemistry (RSC), 2019.

Abstract

A convenient Fe-catalyzed decarbonylative alkylation–peroxidation of alkenes with aliphatic aldehydes and TBHP to provide chain elongated peroxides is developed, which is further applied to the one-pot synthesis of alkylated ketones. Aliphatic aldehydes were decarbonylated into 1°, 2° and 3° alkyl radicals at low temperature which subsequently allows the cascade construction of C(sp3)–C(sp3) and C(sp3)–O bonds via radical insertion and radical–radical coupling. Various alkenes including mono-substituted, terminally disubstituted or internally disubstituted styrenes bearing synthetically useful functional groups and electron-poor acrylates were tolerated.

Details

ISSN :
14639270 and 14639262
Volume :
21
Database :
OpenAIRE
Journal :
Green Chemistry
Accession number :
edsair.doi...........eda9e88c706c769257d3063e6de72f9a